3-(2-Chloro-ethyl)-4-oxo-3,4-dihydro-imidazo[5,1-d][1,2,3,5]tetrazine-8-carbonyl azide

ID: ALA31951

PubChem CID: 44278658

Max Phase: Preclinical

Molecular Formula: C7H5ClN8O2

Molecular Weight: 268.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NC(=O)c1ncn2c(=O)n(CCCl)nnc12

Standard InChI:  InChI=1S/C7H5ClN8O2/c8-1-2-16-7(18)15-3-10-4(5(15)11-14-16)6(17)12-13-9/h3H,1-2H2

Standard InChI Key:  YTTLQGLRDMTNNK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.2750   -4.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2750   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -3.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -3.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -3.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -4.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750   -3.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -4.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -2.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -2.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4000   -2.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -4.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -2.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9000   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -4.3750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  2  1  0
  5  1  1  0
  6  7  1  0
  7  5  1  0
  8  9  2  0
  9  1  1  0
 10  3  1  0
 11 12  2  0
 12 10  1  0
 13 11  2  0
 14  5  2  0
 15 10  2  0
 16  7  1  0
 17 18  1  0
 18 16  1  0
  3  8  1  0
  4  6  2  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA31951

   3-(2-Chloroethyl)-4-oxoimidazo[5,1-d][1,2,3,5]tetrazine-8-carbonyl azide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 268.62

Molecular Weight (Monoisotopic): 268.0224

AlogP: -0.02

#Rotatable Bonds: 3

Polar Surface Area: 130.91

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.03

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.33

Np Likeness Score: -1.48

References

1. Horspool KR, Stevens MF, Newton CG, Lunt E, Walsh RJ, Pedgrift BL, Baig GU, Lavelle F, Fizames C..  (1990)  Antitumor imidazotetrazines. 20. Preparation of the 8-acid derivative of mitozolomide and its utility in the preparation of active antitumor agents.,  33  (5): [PMID:2329560] [10.1021/jm00167a018]

Source

Source(1):

• Scientific Literature